Water → HCID 10633422, compound

HRID 1885892Notes

Reaction equation

HRID 1885892 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]([F:14])([F:13])[F:12])=[CH:7][CH:6]=1)=[O:4].[Na].[CH3:16][SH:17].O>CO>[CH3:16][S:17][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]([F:14])([F:13])[F:12])=[CH:7][CH:6]=1)=[O:4]

Participants

5

Reactant 3

HCID 962WaterHCID 3219792-Bromo-4'-(trifluoromethyl)acetophenoneHCID 45051789Methylmercaptan sodium

Product 1

HCID 10633422HCID 10633422, compoundYield 97.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 13.2 g of 2-bromo-4'-(trifluoromethyl)acetophenone dissolved in 40 ml of methanol was added under ice-cooling 34.6 g of a 15% aqueous solution of methyl mercaptan sodium salt. After the reaction at room temperature for 1 hour with stirring, the resultant reaction mixture was poured into ice-cooled water and extracted with dichloromethane. The organic layer was washed with water and dried over anhydrous magnesium sulfate, followed by evaporation of the solvent to obtain 11.3 g of oily product of 2-methylthio-4'-(trifluoromethyl)acetophenone (yield: 97.7%).

Workup

  1. additionwas added under ice-
  2. customAfter the reaction at room temperature for 1 hour
  3. customthe resultant reaction mixture
  4. additionwas poured into ice-
  5. extractionextracted with dichloromethane
  6. washThe organic layer was washed with water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customfollowed by evaporation of the solvent

Sources & evidence

ORD record
ord-ffd6a1e57d6d4b18b3d7ac51f385e5d1
Source dataset
uspto-grants-1992_09
Patent number
US05147886

Reaction notes

Loading…